HCID 68537620, compound → HCID 68539011, compound

HRID 1993527Notes

Reaction equation

HRID 1993527 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)[CH:6]=[CH:5][N:4]=1>CCOC(C)=O.[Ni]>[NH2:16][C:13]1[CH:14]=[CH:15][C:10]([O:9][C:7]2[CH:6]=[CH:5][N:4]=[C:3]([O:2][CH3:1])[CH:8]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 68537620HCID 68537620, compound

Product 1

HCID 68539011HCID 68539011, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Hydrogenation of 2-methoxy-4-(4-nitro-phenoxy)pyridine (Stage 92.2; 0.12 g, 0.5 mmol) in AcOEt (10 ml) in the presence of Raney Nickel (20 mg) affords after filtration and concentration of the filtrate the title compound: 1H-NMR (CDCl3): 7.97 (d, 1H), 6.86 (d, 2H), 6.67 (d, 2H), 6.48 (d, 1H), 6.13 (s, 1H), 3.89 (s, H3CO), 3.70 (s, H2N).

Workup

  1. filtrationafter filtration and concentration of the filtrate the title compound

Sources & evidence

ORD record
ord-510f494db299429981587774f7332c3d
Source dataset
uspto-grants-2010_01
Patent number
US07652022B2

Reaction notes

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